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Dialogue--Baldwin-La Fontaine Contest
Enter for a chance to win your choice of either a college or university scholarship worth $5,000 or a weekend for two in Toronto including a two night hotel stay and $200 spending money.
End Date: March 21, 2018posted on November 25, 2017
Thanks to: meliahikes for telling me about this one
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Confederation Centre of the Arts--Anne's Island Contest
Enter for a chance to win a trip for four to Charlottetown, Prince Edward Island. It includes airfare, hotel accommodations for four nights, a car rental, a $500 meal voucher, 4 tickets to Anne of Green Gables - the Musical and more.
Restrictions:  no QC
End Date: May 20, 2018posted on February 12, 2018
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JayzTwoCents--$4,000 PC Giveaway (YouTube)
Enter for a chance to win a custom Xotic PC G7 Avenger System worth $3,900.
End Date: February 21, 2018posted on February 9, 2018
Thanks to: Parallel for telling me about this one
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Fine Cooking--Celebrity Cruises Carribean Getaway Sweepstakes
Enter for a chance to win a seven night Caribbean cruise for two onboard the Celebrity Equinox and a $1,500 travel stipend to get you to the port and back. It's worth $3,880.
Restrictions:  18 or older--no QC
End Date: July 15, 2018posted on July 15, 2017
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Visit Orlando--Uniquely Orlando Family Vacation Sweepstakes
Enter for a chance to win a trip for four to Orlando, worth $3,700. The prize includes airfare, four nights accommodations, park passes and a car rental.
Restrictions:  21 or older--no QC
End Date: March 11, 2018posted on January 16, 2018
Thanks to: Parallel for telling me about this one
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PGA Tour--The MetLife MatchUp Sweepstakes
Enter for a chance to win one of three prizes of a $3,500 set of golf clubs. You can enter up to 20 times a day.
Restrictions:  15 or older--no QC--also open to the UK
End Date: August 15, 2018posted on February 16, 2018
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Origin PC--Lyric PC Giveaway*New*
Added less than 24 hours ago

Enter for a chance to win a Lirik X Origin PC'S Chronos Stream PC, worth $3,000.
Restrictions:  21 or older--open worldwide
End Date: March 12, 2018posted on February 18, 2018
Thanks to: madskilz_phil/Parallel for telling me about this one
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iDrinkCoffee--Anniversary Sweepstakes
Enter for a chance to win a $3,000 espresso machine. You can tweet for daily entries.
End Date: March 27, 2018posted on February 16, 2018
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Canada.com--Justin Timberlake Contest
Enter for a chance to win a trip for two to Toronto to see Justin Timberlake in concert on March 13th. The prize includes airfare, two nights accommodations and $250 spending money.
Restrictions:  Age of Majority
End Date: March 1, 2018posted on February 2, 2018
Thanks to: Shirley for telling me about this one
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Spivo--Where Would You Go Sweepstakes
Enter for a chance to win a trip for two to a destination of your choice, including up to $2,000 in airfare and $1,000 spending money. Accommodations are not included.
Restrictions:  Age of Majority--no RI or QC--also open to the UK and Australia
End Date: February 28, 2018posted on February 2, 2018
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